8,9-Dimethoxynaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid

Details

• Internal ID: ca6bd3d5-21cd-4027-ac2a-b54e1a0a4d22
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 8,9-dimethoxynaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid
• InChI: InChI=1S/C18H14O6/c1-21-13-6-5-9-11(16(13)22-2)4-3-10-12(18(19)20)7-14-17(15(9)10)24-8-23-14/h3-7H,8H2,1-2H3,(H,19,20)
• InChI Key: QUSSOFRDLAUPPV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₆
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.07903816 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.8955	89.55%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7881	78.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9638	96.38%
OATP1B3 inhibitior	+	0.9194	91.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6277	62.77%
P-glycoprotein inhibitior	-	0.7652	76.52%
P-glycoprotein substrate	-	0.8830	88.30%
CYP3A4 substrate	-	0.5818	58.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8574	85.74%
CYP3A4 inhibition	+	0.8797	87.97%
CYP2C9 inhibition	+	0.9364	93.64%
CYP2C19 inhibition	+	0.8942	89.42%
CYP2D6 inhibition	+	0.7914	79.14%
CYP1A2 inhibition	+	0.6618	66.18%
CYP2C8 inhibition	-	0.6448	64.48%
CYP inhibitory promiscuity	+	0.8078	80.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4114	41.14%
Eye corrosion	-	0.9832	98.32%
Eye irritation	+	0.7416	74.16%
Skin irritation	-	0.7168	71.68%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	+	0.7763	77.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6617	66.17%
Micronuclear	+	0.8074	80.74%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.6917	69.17%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4555	45.55%
Acute Oral Toxicity (c)	III	0.5701	57.01%
Estrogen receptor binding	+	0.8371	83.71%
Androgen receptor binding	+	0.6698	66.98%
Thyroid receptor binding	+	0.6404	64.04%
Glucocorticoid receptor binding	+	0.8641	86.41%
Aromatase binding	+	0.7577	75.77%
PPAR gamma	+	0.9032	90.32%
Honey bee toxicity	-	0.8936	89.36%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9545	95.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.83%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.40%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.49%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.56%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.33%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.15%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.76%	92.62%
CHEMBL2535	P11166	Glucose transporter	87.71%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.57%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.47%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.06%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	83.34%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.07%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.96%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.07%	95.50%
CHEMBL2581	P07339	Cathepsin D	81.69%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.18%	90.00%

Plants that contains it

• Epimedium koreanum
• Macaranga bicolor

Cross-Links

• PubChem: 71665844
• NPASS: NPC142881